Bromodiphenylmethane → 2-[4-[3-(Diphenylmethoxy)propyl]-1-piperazinyl]pyrimidine

HRID 35369

反応式

HRID 35369 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH:13](O)[CH2:14][CH3:15])[CH2:9][CH2:8]1.[C:17]1([CH:23](Br)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)(O)[O-:32].[Na+]>CN(C)C=O>[C:17]1([CH:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:32][CH2:15][CH2:14][CH2:13][N:10]2[CH2:11][CH2:12][N:7]([C:2]3[N:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:8][CH2:9]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 236603BromodiphenylmethaneHCID 516892Sodium BicarbonateHCID 212792541-(2-Pyrimidinyl)-4-piperazinyl propanol

生成物 1

HCID 142339542-[4-[3-(Diphenylmethoxy)propyl]-1-piperazinyl]pyrimidine収率 26%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 1-(2-pyrimidinyl)-4-piperazinyl propanol 3 g. (0.013 mol) in 50 mol. of dimethylformamide was added 3.3 g. (0.013 mol) of diphenylmethylbromide and 2.9 g. (0.034 mol) of sodium bicarbonate. The reaction mixture was refluxed overnight, dimethylformamide was evaporated under reduced pressure, and the residue was extracted with methylene chloride (400 ml.). The methylene chloride extracts were collected, washed with water and evaporated, and the remaining residue was purified by HPLC to give 1.3 g. (26% yield) of the title compound. The free base which was converted to the (1:1) fumarate salt; m.p 166°-168° C.

後処理

  1. temperatureThe reaction mixture was refluxed overnight
  2. customdimethylformamide was evaporated under reduced pressure
  3. extractionthe residue was extracted with methylene chloride (400 ml.)
  4. customThe methylene chloride extracts were collected
  5. washwashed with water
  6. customevaporated
  7. customthe remaining residue was purified by HPLC
  8. customto give 1.3 g

出典と根拠

ORDレコード
ord-db1c7b5655734fdd82605a2897516b93
出典データセット
uspto-grants-1988_08
特許番号
US04766215

関連ノート

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